Synthesis, spectroscopic, spectrophotometric and crystallographic investigations of 4-{[(1E)-(3,4-dimethoxyphenyl)methylene]amino}-1,5-dimethyl-2- phenyl-1,2-dihydro-3H-pyrazol-3-one and 4-{[(1E)-(2-hydroxy-5-methoxyphenyl) methylene]amino}-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one

HAYVALI Z., ÜNVER H., Svoboda I.

Acta Chimica Slovenica, cilt.57, sa.3, ss.643-650, 2010 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 57 Sayı: 3
  • Basım Tarihi: 2010
  • Dergi Adı: Acta Chimica Slovenica
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.643-650
  • Anahtar Kelimeler: Crystal structure, Hydrogen bonding, Schiff base, Spectroscopic studies, Tautomerism
  • Ankara Üniversitesi Adresli: Evet

Özet

Two new Schiff base ligands 4-{[(1 E)-(3,4-dimethoxyphenyl)methylene]amino} -1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one (1) and 4-{[(1 E)-(2-hydroxy-5-methoxyphenyl)methylene]amino}-1,5-dimethyl-2-phenyl-1, 2-dihydro-3H-pyrazol-3-one (2) have been prepared and characterized using elemental analysis, UV-vis, FT-IR,1H and13C NMR spectroscopy, and X-ray crystallographic technique. Tautomeric equilibria (phenol-imine, O-H...N and keto-amine, O...H-N forms) have been studied by using UV-vis absorption spectra for the compound 2 in some solutions. Crystal structure analyses showed that the title molecules 1 and 2 crystallize in the monoclinic space group P21/c and P21 with the unit cell parameters: a = 12.5665(3) Å and 5.6666(2) Å; b = 10.4791(2) Å and 12.2444(5) Å; c = 14.6240(3) Å and 12.1556(4) Å; V =1820.65(7) Å3 and 826.84(5) Å3; Dx = 1.282 g.cm-3 and 1.355 g.cm-3; and Z = 4 and 2, respectively.